Method for the decolorization of keratin material that has been dyed using an amino silicone and a pigment

ABSTRACT

A process for decolorizing keratinous material which has been colored by the application of at least one pigment is disclosed. The process comprises applying to a dyed keratin material a decolorizing agent comprising at least one amphoteric and/or zwitterionic surfactant and a pH of from about 1.0 to about 4.3. The process further comprises rinsing the decolorizing agent from the keratin material after a contact time. A method for dyeing and later decolorizing human hair is also disclosed, and comprises applying a colorant to the hair to give a dyed hair, the colorant comprising at least one amino-functionalized silicone polymer and at least one pigment; applying to the dyed hair the decolorizing agent to give a decolorized hair; and rinsing the decolorizing agent from the decolorized hair. A multi-component packaging unit comprising a first container comprising the colorant and a second container comprising the decolorizing agent is also disclosed.

CROSS-REFERENCE TO RELATED APPLICATION

This application is a U.S. National-Stage entry under 35 U.S.C. § 371based on International Application No. PCT/EP2020/076481, filed Sep. 23,2020, which was published under PCT Article 21(2) and which claimspriority to German Application No. 102019218230.5, filed Nov. 26, 2019,which are all hereby incorporated in their entirety by reference.

TECHNICAL FIELD

The present application is in the field of cosmetics and relates to aprocess for decolorizing keratin material which has been colored by theapplication of at least one pigment. The decolorant applied in thisprocess is exemplified by its content of at least one amphoteric and/orzwitterionic surfactant and a pH value which is in the range of fromabout 1.0 to about 4.3. The decolorizing agent is applied to the dyedkeratin material and rinsed off again after a reaction time.

A second object of the present application is a process for dyeing andlater decolorizing keratin material, in which first a dyeing agentcomprising at least one amino-functionalized silicone polymer and apigment is applied to the keratin, and in the subsequent steps thedecolorization is conducted by applying the decolorizing agent describedabove.

A third object of the present application is a multi-component packagingunit which comprises the coloring agent and the decolorizing agent inseparately prepared containers.

BACKGROUND

The change in shape and color of keratin fibers, especially hair, is akey area of modern cosmetics. To change the hair color, the expert knowsvarious coloring systems depending on coloring requirements. Oxidationdyes are usually used for permanent, intensive dyeings with goodfastness properties and good grey coverage. Such dyes usually containoxidation dye precursors, so-called developer components and couplercomponents, which form the actual dyes with one another under theinfluence of oxidizing agents, such as hydrogen peroxide. Oxidation dyesare exemplified by very long-lasting dyeing results.

When direct dyes are used, ready-made dyes diffuse from the colorantinto the hair fiber. Compared to oxidative hair dyeing, the dyeingsobtained with direct dyes have a shorter shelf life and quicker washability. Dyes with direct dyes usually remain on the hair for a periodof between 5 and 20 washes.

The use of color pigments is known for short-term color changes on thehair and/or skin. Color pigments are understood to be insoluble,coloring substances. These are present undissolved in the dyeformulation in the form of small particles and are only deposited fromthe outside on the hair fibers and/or the skin surface. Therefore, theycan usually be removed again without residue by a few washes withdetergents comprising surfactants. Various products of this type areavailable on the market under the name hair mascara.

If the user wants particularly long-lasting dyeings, the use ofoxidative dyes has so far been his only option. However, despitenumerous optimization attempts, an unpleasant ammonia or amine odorcannot be completely avoided in oxidative hair dyeing. The hair damagestill associated with the use of oxidative dyes also has a negativeeffect on the user's hair. A continuing challenge is therefore thesearch for alternative, high-performance dyeing processes. One feasiblealternative coloring system that has recently come increasingly intofocus is based on the use of colored pigments.

Coloring with pigments offers several significant advantages. Since thepigments only attach themselves to the keratin materials, especially thehair fibers, from the outside, the damage associated with the dyeingprocess is particularly low. In recent work, the problem of lowdurability of this staining system has been addressed. In this context,it was found that the wash fastness of the color results obtained withpigments could be improved by combining the pigments with certainamino-functionalized silicone polymers.

By using a suitable decolorizing agent, it is possible to remove thesecolorations without affecting the user's original hair color. In thisway, the user has the option of returning to his original hair colorimmediately and without much effort. Especially for those consumers whodo not want to recolor their hair regularly, this coloring process istherefore particularly attractive.

BRIEF SUMMARY

A process for decolorizing keratinous material which has been colored bythe application of at least one pigment is provided. The processcomprises applying to a dyed keratin material a decolorizing agentcomprising (a) at least one amphoteric and/or zwitterionic surfactant,and (b) a pH value of from about 1.0 to about 4.3. The process alsocomprises rinsing the decolorizing agent from the keratin material aftera contact time.

A method for dyeing and later decolorizing human hair is also provided.The method comprises applying a colorant to hair for a time sufficientfor the colorant to act on the hair and give a dyed hair, the colorantcomprising at least one amino-functionalized silicone polymer and atleast one pigment. The method also comprises rinsing the colorant fromthe dyed hair. The method further comprises applying to the dyed hair adecolorizing agent for a contact time sufficient for the decolorizingagent to act on the dyed hair and give a decolorized hair, thedecolorizing agent comprising (a) at least one amphoteric and/orzwitterionic surfactant, and (b) a pH value of from about 1.0 to about4.3. The method also comprises rinsing the decolorizing agent from thedecolorized hair.

A multi-component packaging unit (kit-of-parts) for separately dyeingand decolorizing keratinous material is also provided. Themulti-component packaging unit comprises, separately packaged, a firstcontainer comprising a colorant and a second container comprising adecolorizing agent. The colorant comprises at least oneamino-functionalized silicone polymer and at least one pigment. Thedecolorizing agent comprises (a) at least one amphoteric and/orzwitterionic surfactant, and (b) a pH value of from about 1.0 to about4.3.

DETAILED DESCRIPTION

The following detailed description is merely exemplary in nature and isnot intended to limit the disclosure or the application and uses of thesubject matter as described herein. Furthermore, there is no intentionto be bound by any theory presented in the preceding background or thefollowing detailed description.

A well-suited decolorizing agent should be able to remove the coloredfilm formed on the surface of the keratin material by the application ofpigments or pigments and amino silicones as far as possible withoutleaving any residue. If this colored film is only partially orincompletely removed, undesirable color shifts or a blotchy color resultare the consequence, which are perceived as highly unattractive by theuser.

To increase user comfort, a decolorizing agent should remove the coloredfilms within the shortest possible period, and the keratin material orhair should not be damaged by application of the decolorizing agent.

The object of the present disclosure was therefore to provide adecolorizing agent for decolorizing dyed keratinous fibers, which havepreviously been dyed (i.e., colored) by application of at least onepigment, or at least one amino-functionalized silicone polymer and apigment. The decolorization should be as complete as possible, so thatthe coloration of the keratin material ideally corresponds to theoriginal color. Furthermore, the decolorization should be long-lastingand uniform, and the decolorized keratin fibers should suffer neithershifts in nuance nor irregularities in the color result. In addition,the keratin material should be damaged as little as possible by thedecolorizing agent.

Surprisingly, it has now been found that this task can be fully solvedif keratinous material previously colored with at least oneamino-functionalized silicone polymer and with at least one pigment istreated with a decolorizing agent which comprises at least oneamphoteric and/or zwitterionic surfactant and has a pH in the range offrom about 1.0 to about 4.3.

A first object of the present disclosure is a process for decolorizingkeratin material which has been colored by application of at least onepigment, wherein a decolorizing agent which is

-   -   (a) at least one amphoteric and/or zwitterionic surfactant, and    -   (b) has a pH value of from about 1.0 to about 4.3,    -   is applied to the dyed keratin material and rinsed off again        after a contact time.

Work leading to the present disclosure has shown that keratin fibers,particularly hair, could be intensely colored by the application ofpigments. Particularly intensive staining results were obtained whenstaining was carried out with a combination of pigment and aminosilicone. The pigment or the mixture of pigment and amino silicone wasdeposited in the form of a colored film on the surface of the keratinfibers. Furthermore, it has been shown that these colorations could becompletely decolorized again within a short application period by usingthe previously described decolorizing agent, without damaging the hair.

Decolorization of Keratinous Material

Keratinous material includes hair, skin, nails (such as fingernailsand/or toenails). Wool, furs and feathers also fall under the definitionof keratinous material.

Preferably, keratinous material is understood to be human hair, humanskin and human nails, especially fingernails and toenails. In someembodiments, keratinous material is understood to be human hair.

The terms “agent for decolorization”, “decolorizing agent”,“decolorizer”, AND “decolorant” are used synonymously herein, and areunderstood in the context of the present disclosure to mean that acoloration produced on the keratin material by application of at leastone pigment, or at least one amino-functionalized silicone polymer and apigment, can be removed again via application/contact of the dyedkeratin material with the decolorization agent and/or componentsthereof. In the dyeing process, the keratin material or keratin fiber iscoated with a dyed film formed from the pigment or pigment and aminosilicone. As contemplated herein, the application of the decolorizingagent takes place after the application of the colorant and can removethis colored film from the keratin material again.

Characteristic of the process as contemplated herein is the applicationof the decolorizing agent to keratin material previously colored byapplication of at least one pigment, or at least one amino silicone andone pigment.

Amino Functionalized Silicone Polymer in the Colorant

The decolorizing agent used in the process as contemplated herein showeda particularly strong effect when a combination of pigments with aminosilicones was used in the preceding coloration of the keratin materialor keratin fibers.

In the context of a very particularly preferred embodiment, a process ascontemplated herein is therefore wherein the decolorizing agent isapplied to keratin material which has been colored by application of atleast one amino-functionalized silicone polymer and at least onepigment.

The amino-functionalized silicone polymer may alternatively be referredto as amino silicone or amodimethicone.

Silicone polymers are macromolecules with a molecular weight of at least500 g/mol, preferably at least about 1000 g/mol, more preferably atleast about 2500 g/mol, particularly preferably at least about 5000g/mol, which comprise repeating siloxy and/or organic units.

The maximum molecular weight of the silicone polymer depends on thedegree of polymerization (number of polymerized monomers) and the batchsize and is also partly determined by the polymerization method. For thepurposes of the present disclosure, it is preferred if the maximummolecular weight of the silicone polymer is not more than about 10⁷g/mol, preferably not more than about 10⁶ g/mol, and particularlypreferably not more than about 10⁵ g/mol.

The silicone polymers comprise many Si—O (siloxy) repeating units, andthe Si atoms may carry organic radicals such as alkyl groups orsubstituted alkyl groups. Alternatively, a silicone polymer is thereforealso referred to as polydimethylsiloxane.

Corresponding to the high molecular weight of silicone polymers, theseare based on more than about 10 Si—O repeat units, preferably more thanabout 50 Si—O repeat units, and more preferably more than about 100 Si—Orepeat units, most preferably more than about 500 Si—O repeat units.

An amino-functionalized silicone polymer is understood to be afunctionalized silicone that carries at least one structural unit withan amino group. Preferably, the amino-functionalized silicone polymercarries multiple structural units, each having at least one amino group.An amino group is understood to mean a primary amino group, a secondaryamino group and a tertiary amino group. All these amino groups can beprotonated in the acidic environment and are then present in theircationic form.

In principle, good dyeing performance could be achieved withamino-functionalized silicone polymers if they carry at least oneprimary, at least one secondary and/or at least one tertiary aminogroup. However, intense colorations with the best wash fastness wereobtained when an amino-functionalized silicone polymer comprising atleast one secondary amino group was used in the agent.

In a very particularly preferred embodiment, a process as contemplatedherein is wherein the decolorizing agent is applied to keratin materialwhich has been colored by application of at least oneamino-functionalized silicone polymer having at least one secondaryamino group.

The secondary amino group(s) may be located at various positions on theamino-functionalized silicone polymer. Particularly good color resultswere obtained when an amino-functionalized silicone polymer was usedwhich has at least one, preferably several, structural units of theformula (Si-Amino):

In the structural units of the formula (Si-Amino), the abbreviationsALK1 and ALK2 independently stand for a linear or branched, bivalentC₁-C₂₀ alkylene group.

In another very particularly preferred embodiment, a process ascontemplated herein is wherein the decolorizing agent is applied tokeratin material which has been colored by application of at least oneamino-functionalized silicone polymer comprising at least one structuralunit of the formula (Si-Amino):

where ALK1 and ALK2 independently represent a linear or branched C₁-C₂₀divalent alkylene group.

The positions marked with an asterisk (*) indicate the bond to furtherstructural units of the silicone polymer. For example, the silicon atomadjacent to the star may be bonded to another oxygen atom, and theoxygen atom adjacent to the star may be bonded to another silicon atomor even to a C₁-C₆ alkyl group.

A bivalent C₁-C₂₀ alkylene group can alternatively be referred to as adivalent or divalent C₁-C₂₀ alkylene group, by which is meant that eachALK1 or AK2 grouping can form two bonds.

In the case of ALK1, one bond occurs from the silicon atom to the ALK1grouping, and the second bond is between ALK1 and the secondary aminogroup.

In the case of ALK2, one bond is from the secondary amino group to theALK2 grouping, and the second bond is between ALK2 and the primary aminogroup.

Examples of a linear bivalent C₁-C₂₀ alkylene group include themethylene group (—CH₂—), the ethylene group (—CH₂—CH₂—), the propylenegroup (—CH₂—CH₂—CH₂—), and the butylene group (—CH₂—CH₂—CH₂—CH₂—). Thepropylene group (—CH₂—CH₂—CH₂—) is particularly preferred. From a chainlength of 3 C atoms, bivalent alkylene groups can also be branched.Examples of branched divalent, bivalent C₃-C₂₀ alkylene groups are(—CH₂—CH(CH₃)—) and (—CH₂—CH(CH₃)—CH₂—).

In another particularly preferred embodiment, the structural units ofthe formula (Si amino) represent repeat units in theamino-functionalized silicone polymer, such that the silicone polymercomprises multiple structural units of the formula (Si-Amino).

Particularly well-suited amino-functionalized silicone polymers with atleast one secondary amino group are listed below.

Dyeings with the best wash fastnesses could be obtained if, during thepreceding dyeing, at least one agent comprising at least oneamino-functionalized silicone polymer comprising structural units offormula (Si-I) and formula (Si-II) was applied to the keratinousmaterial

In a further explicitly very particularly preferred embodiment, aprocess as contemplated herein is wherein the decolorizing agent isapplied to keratin material which has been colored by application of atleast one amino-functionalized silicone polymer which comprisesstructural units of the formula (Si-I) and of the formula (Si-II)

A corresponding amino functionalized silicone polymer with thestructural units (Si-I) and (Si-II) is, for example, the commercialproduct DC 2-8566 or Dowsil 2-8566 Amino Fluid, which is commerciallydistributed by the Dow Chemical Company and bears the designation“Siloxanes and Silicones, 3-[(2-aminoethyl)amino]-2-methylpropyl Me,Di-Me-Siloxane” and the CAS number 106842-44-8. Another particularlypreferred commercial product is Dowsil AP-8658 Amino Fluid, which isalso sold commercially by the Dow Chemical Company.

In another preferred embodiment, the decolorizing agent may also beapplied to keratin material previously colored by the application of acolorant comprising at least one amino-functional silicone polymer ofthe formula of formula (Si-III),

where

-   -   m and n mean numbers chosen so that the sum (n+m) is in the        range of from about 1 to about 1000,    -   n is a number in the range of from about 0 to about 999 and m is        a number in the range 1 to 1000,    -   R1, R2 and R3, which are the same or different, denote a hydroxy        group or a C1-4 alkoxy group,    -   wherein at least one of R1 to R3 represents a hydroxy group;

Further processes preferred as contemplated herein are exemplified bythe prior application of a colorant to the keratinous material, thecolorant comprising at least amino-functional silicone polymer of theformula of formula (Si-IV),

wherein

-   -   p and q mean numbers chosen so that the sum (p+q) is in the        range of from about 1 to about 1000,    -   p is a number in the range of from about 0 to about 999 and q is        a number in the range of from about 1 to about 1000,    -   R1 and R2, which are different, denote a hydroxy group or a C1-4        alkoxy group, at least one of R1 to R2 denoting a hydroxy group.

The silicones of the formulas (Si-III) and (Si-IV) differ in thegrouping at the Si atom, which carries the nitrogen-comprising group: Informula (Si-III), R2 represents a hydroxy group or a C₁-4 alkoxy group,while the radical in formula (Si-IV) is a methyl group. The individualSi groupings, which are marked with the indices m and n or p and q, donot have to be present as blocks; rather, the individual units can alsobe present in a statistically distributed manner, i.e. in the formulas(Si-III) and (Si-IV), not every R1-Si(CH3)2 group is necessarily bondedto an —[O—Si(CH3)2] grouping.

Processes as contemplated herein in which a colorant comprising at leastone amino-functional silicone polymer of the formula (Si-V) is appliedto the keratin fibers have also proved to be particularly effective inproducing intense color results.

wherein

-   -   A represents a group —OH, —O—Si(CH₃)₃, —O—Si(CH₃)₂,        —O—Si(CH₃)₂OCH₃,    -   D represents a group —H, —Si(CH₃)₃, —Si(CH₃)₂OH, —Si(CH₃)₂OCH₃,    -   b, n and c each stand for integers between 0 and 1000;        with the specifications that n>0 and b+c>0; and        at least one of the conditions A=—OH or D=—H is fulfilled.

In the above formula (Si-V), the individual siloxane units arestatistically distributed with the indices b, c and n, i.e., they do notnecessarily have to be block copolymers.

The previously applied colorant may further comprise one or moredifferent amino-functionalized silicone polymers represented by theformula (Si-VI)

M(R_(a)Q_(b)SiO_((4−a−b)/2)x)(R_(c)SiO_((4−c)/2)y)M  (Si-VI)

in which formula above R is a hydrocarbon or a hydrocarbon radicalhaving from 1 to about 6 carbon atoms, Q is a polar radical of thegeneral formula —R¹HZ wherein R¹ is a divalent linking group bonded tohydrogen and the radical Z composed of carbon and hydrogen atoms,carbon, hydrogen and oxygen atoms, or carbon, hydrogen and nitrogenatoms, and Z is an organic amino functional radical comprising at leastone amino functional group; “a” takes values ranging from about 0 toabout 2, “b” takes values ranging from about 1 to about 3, “a”+“b” isless than or equal to 3, and “c” is a number ranging from about 1 toabout 3, and x is a number ranging from 1 to about 2,000, preferablyfrom about 3 to about 50 and most preferably from about 3 to about 25,and y is a number in the range of from about 20 to about 10,000,preferably from about 125 to about 10,000 and most preferably from about150 to about 1,000, and M is a suitable silicone end group as known inthe prior art, preferably trimethylsiloxy.

Non-limiting examples of radicals represented by R include alkylradicals, such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl,isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; alkenyl radicals,such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl;cycloalkyl radicals, such as cyclobutyl, cyclopentyl, cyclohexyl and thelike; phenyl radicals, benzyl radicals, halohydrocarbon radicals, suchas 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl,chlorocyclohexyl, bromophenyl, chlorophenyl and the like, andsulfur-comprising radicals, such as mercaptoethyl, mercaptopropyl,mercaptohexyl, mercaptophenyl and the like; preferably R is an alkylradical comprising from 1 to about 6 carbon atoms, and most preferably Ris methyl. Examples of R¹ include methylene, ethylene, propylene,hexamethylene, decamethylene, —CH₂CH(CH₃)CH₂ phenylene, naphthylene,—CH₂CH₂SCH₂CH₂—, —CH₂CH₂OCH₂—, —OCH₂CH₂—, —OCH₂CH₂CH₂—,—CH₂CH(CH₃)C(O)OCH₂—, —(CH₂)₃ CC(O)OCH₂CH₂—, —C₆H₄C₆H₄—, —C₆H₄CH₂C₆H₄—;and —(CH₂)₃C(O)SCH₂CH₂—.

Z is an organic amino functional radical comprising at least one aminofunctional group. One formula for Z is NH(CH₂)_(z)NH₂, where z is 1 ormore. Another formula for Z is —NH(CH₂)_(z)(CH₂)_(zz)NH, wherein both zand zz are independently 1 or more, this structure comprising diaminoring structures, such as piperazinyl. Z is most preferably an—NHCH₂CH₂NH₂ radical. Another formula for Z is —N(CH₂)_(z)(CH₂)_(zz)NX₂or —NX₂, wherein each X of X₂ is independently selected from the groupof hydrogen and alkyl groups having 1 to 12 carbon atoms, and zz is 0.

Q is most preferably a polar, amine-functional radical of the formula—CH₂CH₂CH₂NHCH₂CH₂NH₂. In the formulas, “a” takes values ranging fromabout 0 to about 2, “b” takes values ranging from about 2 to about 3,“a”+“b” is less than or equal to 3, and “c” is a number ranging fromabout 1 to about 3. The molar ratio of R_(a)Q_(b) SiO_((4−a−b)/2) unitsto R_(c)SiO_((4−c)/2) units is in the range of about 1:2 to 1:65,preferably from about 1:5 to about 1:65 and most preferably by about1:15 to about 1:20. If one or more silicones of the above formula areused, then the various variable substituents in the above formula may bedifferent for the various silicone components present in the siliconemixture.

In a particularly preferred embodiment, a process as contemplated hereinis exemplified by the prior application of a colorant to the keratinousmaterial, said colorant comprising an amino-functional silicone polymerof formula (Si-VII)

R′_(a)G_(3−a)-Si(OSiG₂)_(n)-(OSiG_(b)R′_(2−b))_(m)—O—SiG_(3−a)—R′_(a)  (Si-VII),

wherein:

-   -   G is —H, a phenyl group, —OH, —O—CH₃, —CH₃, —O—CH₂CH₃, —CH₂CH₃,        —O—CH₂CH₂CH₃, —CH₂CH₂CH₃, —O—CH(CH₃)₂, —CH(CH₃)₂,        —O—CH₂CH₂CH₂CH₃, —CH₂CH₂CH₂CH₃, —O—CH₂CH(CH₃)₂, —CH₂CH(CH₃)₂,        —O—CH(CH₃)CH₂CH₃, —CH(CH₃)CH₂CH₃, —O—C(CH₃)₃, —C(CH₃)₃;    -   a stands for a number between 0 and 3, especially 0;    -   b stands for a number between 0 and 1, especially 1,    -   m and n are numbers whose sum (m+n) is between 1 and 2000,        preferably between 50 and 150, where n preferably assumes values        from 0 to 1999 and from 49 to 149 and m preferably assumes        values from 1 to 2000, from 1 to 10;    -   R′ is a monovalent radical selected from        -   -Q-N(R″)—CH₂—CH₂—N(R″)2        -   -Q-N(R″)₂        -   -Q-N⁺(R″)₃A⁻        -   -Q-N⁺H(R″)₂ A⁻        -   -Q-N⁺H₂(R″)A⁻        -   -Q-N(R″)—CH₂—CH₂—N⁺R″H₂A⁻,            where each Q is a chemical bond, —CH₂—, —CH₂—CH₂—,            —CH₂CH₂CH₂—, —C(CH₃)₂—, —CH₂CH₂CH₂CH₂—, —CH₂C(CH₃)₂—,            —CH(CH₃)CH₂CH₂—, each R″ represents identical or different            radicals selected from the group of —H, -phenyl, -benzyl,            —CH₂—CH(CH₃)Ph, the C₁-20 alkyl radicals, preferably —CH₃,            —CH₂CH₃, —CH₂CH₂CH₃, —CH(CH₃)₂, —CH₂CH₂CH₂H₃, —CH₂CH(CH₃)₂,            —CH(CH₃)CH₂CH₃, —C(CH₃)₃, and each A represents an anion            preferably selected from chloride, bromide, iodide or            methosulfate.

In the context of a further preferred embodiment, a process ascontemplated herein is exemplified by the prior application of acolorant to the keratinous material, the colorant comprising at leastone amino-functional silicone polymer of the formula (Si-VIIa),

(CH₃);Si-[O-Si(CH₃)₂]_(n)[OSi(CH₃)]_(m)-OSi(CH₃)₃ (Si-VIIa),CH₂CH(CH₃)CH₂NH(CH₂)₂NH₂

wherein m and n are numbers whose sum (m+n) is between 1 and 2000,preferably between 50 and 150, n preferably assuming values from 0 to1999 and from 49 to 149, and m preferably assuming values from 1 to2000, from 1 to 10. According to the INCI declaration, these siliconesare called trimethylsilylamodimethicones.

In a further preferred embodiment, a process as contemplated herein isexemplified by the prior application of a colorant to the keratinousmaterial, said colorant comprising at least one amino-functionalsilicone polymer of formula (Si-VIIb)

R-[Si(CH₃)₂-O]_(n1)[Si(R)-O]_(m)-[Si(CH₃)₂]_(n2)-R (CH₂)₃NH(CH₂)₂NH₂₂

in which R represents —OH, —O—CH₃ or a —CH₃ group and m, n1 and n2 arenumbers whose sum (m+n1+n2) is between 1 and 2000, preferably between 50and 150, the sum (n1+n2) preferably assuming values from 0 to 1999 andfrom 49 to 149 and m preferably assuming values from 1 to 2000, from 1to 10. According to the INCI declaration, these amino-functionalizedsilicone polymers are called amodimethicones.

Regardless of which amino functional silicones are used, colorants ascontemplated herein are preferred which comprise an amino functionalsilicone polymer whose amine number is above 0.25 meq/g, preferablyabove 0.3 meq/g and above 0.4 meq/g. The amine number represents themilliequivalents of amine per gram of the amino-functional silicone. Itcan be determined by titration and expressed in the unit mg KOH/g.

Furthermore, colorants which included a special4-morpholinomethyl-substituted silicone polymer are also suitable foruse in the process as contemplated herein. This amino-functionalizedsilicone polymer comprises structural units of the formulae (SI-VIII)and of the formula (Si-IX):

Corresponding 4-morpholinomethyl-substituted silicone polymers aredescribed below.

A corresponding amino-functionalized silicone polymer is available underthe name of Amodimethicone/Morpholinomethyl Silsesquioxane Copolymer isknown and commercially available from Wacker in the form of the rawmaterial Belsil ADM 8301 E.

As a 4-morpholinomethyl-substituted silicone, for example, a siliconecan be used which has structural units of the formulae (Si-VIII),(Si-IX) and (Si-X):

in which

-   -   R1 is —CH₃, —OH, —OCH₃, —O—CH₂CH₃, —O—CH₂CH₂CH₃, or —O—CH(CH₃)₂;        and    -   R2 is —CH₃, —OH, or —OCH₃.

Particularly preferred colorants comprise at least one4-morpholinomethyl-substituted silicone of the formula (Si-XI):

whereinR1 is —CH₃, —OH, —OCH₃, —O—CH₂CH₃, —O—CH₂CH₂CH₃, or —O—CH(CH₃)₂;R2 is —CH₃, —OH, or —OCH₃;B represents a group —OH, —O—Si(CH₃)₃, —O—Si(CH₃)₂OH, —O—Si(CH₃)₂OCH₃;D represents a group —H, —Si(CH₃)₃, —Si(CH₃)₂OH, —Si(CH₃)₂OCH₃;a, b and c stand independently for integers between 0 and 1000, with thecondition a+b+c>0; andm and n independently of each other stand for integers between 1 and1000;

with the proviso that

-   -   at least one of the conditions B=—OH or D=—H is fulfilled, and    -   the units a, b, c, m and n are distributed statistically or        blockwise in the molecule.

Structural formula (Si-XI) is intended to illustrate that the siloxanegroups n and m do not necessarily have to be directly bonded to aterminal grouping B or D, respectively. Rather, in preferred formulas(Si-VI) a>0 or b>0 and in particularly preferred formulas (Si-VI) a>0and c>0, i.e., the terminal grouping B or D is preferably attached to adimethylsiloxy grouping. Also, in formula (Si-VI), the siloxane units a,b, c, m and n are preferably statistically distributed.

The silicones used as contemplated herein represented by formula (Si-VI)can be trimethylsilyl-terminated (D or B=—Si(CH₃)₃), but they can alsobe dimethylsilylhydroxy-terminated on two sides ordimethylsilylhydroxy-terminated and dimethylsilylmethoxy-terminated onone side. Silicones particularly preferred in the context of the presentdisclosure are selected from silicones in which

B=—O—Si(CH₃)₂OH and D=—Si(CH₃)₃,B=—O—Si(CH₃)₂OH and D=—Si(CH₃)₂OH;B=—O—Si(CH₃)₂OH and D=—Si(CH₃)₂OCH₃,B=—O—Si(CH₃)₃ and D=—Si(CH₃)₂OH; and/orB=—O—Si(CH₃)₂OCH₃ and D=—Si(CH₃)₂OH. These silicones lead to exorbitantimprovements in the hair properties of the hair treated with the agentsof the present disclosure, and to a seriously improved protection inoxidative treatment.

In the agent used for the preceding coloration in the process ascontemplated herein, one or more amino-functionalized silicone polymersmay be present, for example, in a total amount of from about 0.1 toabout 8.0 wt. %, preferably from about 0.2 to about 5.0 wt. %, morepreferably from about 0.3 to about 3.0 wt. %, and most preferably fromabout 0.4 to about 2.5 wt. %. Here, the quantities are based on thetotal quantity of all amino silicones used, which is set in relation tothe total weight of the colorant.

In the context of a further particularly preferred embodiment, a processas contemplated herein is wherein the colorant comprises—based on thetotal weight of the agent—one or more amino-functionalized siliconepolymers in a total amount of from about 0.1 to about 8.0 wt. %,preferably from about 0.2 to about 5.0 wt. %, more preferably from about0.3 to about 3.0 wt. % and very particularly preferably from about 0.4to about 2.5 wt. %.

Pigments in the Colorant

In the process as contemplated herein, a decolorizing agent is appliedto keratin material that has previously been colored by applying atleast one pigment.

Pigments within the meaning of the present disclosure are coloringcompounds which have a solubility in water at 25° C. of less than 0.5g/L, preferably less than 0.1 g/L, even more preferably less than 0.05g/L. Water solubility can be determined, for example, by the methoddescribed below: 0.5 g of the pigment are weighed in a beaker. Astir-fish is added. Then one liter of distilled water is added. Thismixture is heated to 25° C. for one hour while stirring on a magneticstirrer. If undissolved components of the pigment are still visible inthe mixture after this period, the solubility of the pigment is below0.5 g/L. If the pigment-water mixture cannot be assessed visually due tothe high intensity of the finely dispersed pigment, the mixture isfiltered. If a proportion of undissolved pigments remains on the filterpaper, the solubility of the pigment is below 0.5 g/L.

Suitable color pigments can be of inorganic and/or organic origin. In apreferred embodiment, a process as contemplated herein is wherein thedecolorizing agent is applied to keratin material that has been coloredby application of at least one inorganic and/or organic pigment.

Preferred color pigments are selected from synthetic or naturalinorganic pigments. Inorganic color pigments of natural origin can beproduced, for example, from chalk, ochre, umber, green earth, burntTerra di Siena or graphite. Furthermore, black pigments such as ironoxide black, colored pigments such as ultramarine or iron oxide red aswell as fluorescent or phosphorescent pigments can be used as inorganiccolor pigments.

Particularly suitable are colored metal oxides, hydroxides and oxidehydrates, mixed-phase pigments, sulfur-comprising silicates, silicates,metal sulphides, complex metal cyanides, metal sulphates, chromatesand/or molybdates. Preferred color pigments are black iron oxide (CI77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI77491), manganese violet (CI 77742), ultramarine (sodium aluminum sulfosilicates, CI 77007, pigment blue 29), chromium oxide hydrate (CI77289),iron blue (ferric ferrocyanides, CI77510) and/or carmine (cochineal).

As contemplated herein, colored pearlescent pigments are alsoparticularly preferred color pigments. These are usually mica- and/ormica-based and can be coated with one or more metal oxides. Mica belongsto the layer silicates. The most important representatives of thesesilicates are muscovite, phlogopite, paragonite, biotite, lepidolite andmargarite. To produce the pearlescent pigments in combination with metaloxides, the mica, muscovite or phlogopite, is coated with a metal oxide.

As an alternative to natural mica, synthetic mica coated with one ormore metal oxides can also be used as pearlescent pigment. Especiallypreferred pearlescent pigments are based on natural or synthetic mica(mica) and are coated with one or more of the metal oxides mentionedabove. The color of the respective pigments can be varied by varying thelayer thickness of the metal oxide(s).

In a preferred embodiment, a process as contemplated herein is whereinthe decolorizing agent is applied to keratin material which has beencolored by application of at least one inorganic pigment, the inorganicpigment preferably being selected from the group of colored metaloxides, metal hydroxides, metal oxide hydrates, silicates, metalsulfides, complex metal cyanides, metal sulfates, bronze pigments and/ormica- or mica-based colored pigments coated with at least one metaloxide and/or a metal oxychloride.

In a preferred embodiment, a process as contemplated herein is whereinthe decolorizing agent is applied to keratin material which has beencolored by the application of at least one pigment selected from mica-or mica-based pigments which have been colored with one or more metaloxides selected from the group of titanium dioxide (CI 77891), blackiron oxide (CI 77499), yellow iron oxide (CI 77492), red and/or browniron oxide (CI 77491, CI 77499), manganese violet (CI 77742),ultramarine (sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29),chromium oxide hydrate (CI 77289), chromium oxide (CI 77288) and/or ironblue (ferric ferrocyanide, CI 77510)

Examples of particularly suitable color pigments are commerciallyavailable under the trade names Rona®, Colorona®, Xirona®, Dichrona® andTimiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® fromEckart Cosmetic Colors and Sunshine® from Sunstar.

Particularly preferred color pigments with the trade name Colorona® are,for example:

Colorona Copper, Merck, MICA, CI 77491 (IRON OXIDES) Colorona PassionOrange, Merck, Mica, CI 77491 (Iron Oxides), Alumina Colorona PatinaSilver, Merck, MICA, CI 77499 (IRON OXIDES), CI 77891 (TITANIUM DIOXIDE)Colorona RY, Merck, CI 77891 (TITANIUM DIOXIDE), MICA, CI 75470(CARMINE) Colorona Oriental Beige, Merck, MICA, CI 77891 (TITANIUMDIOXIDE), CI 77491 (IRON OXIDES) Colorona Dark Blue, Merck, MICA,TITANIUM DIOXIDE, FERRIC FERROCYANIDE Colorona Chameleon, Merck, CI77491 (IRON OXIDES), MICA Colorona Aborigine Amber, Merck, MICA, CI77499 (IRON OXIDES), CI 77891 (TITANIUM DIOXIDE) Colorona BlackstarBlue, Merck, CI 77499 (IRON OXIDES), MICA Colorona Patagonian Purple,Merck, MICA, CI 77491 (IRON OXIDES), CI 77891 (TITANIUM DIOXIDE), CI77510 (FERRIC FERROCYANIDE) Colorona Red Brown, Merck, MICA, CI 77491(IRON OXIDES), CI 77891 (TITANIUM DIOXIDE) Colorona Russet, Merck, CI77491 (TITANIUM DIOXIDE), MICA, CI 77891 (IRON OXIDES) Colorona ImperialRed, Merck, MICA, TITANIUM DIOXIDE (CI 77891), D&C RED NO. 30 (CI 73360)Colorona Majestic Green, Merck, CI 77891 (TITANIUM DIOXIDE), MICA, CI77288 (CHROMIUM OXIDE GREENS) Colorona Light Blue, Merck, MICA, TITANIUMDIOXIDE (CI 77891), FERRIC FERROCYANIDE (CI 77510) Colorona Red Gold,Merck, MICA, CI 77891 (TITANIUM DIOXIDE), CI 77491 (IRON OXIDES)Colorona Gold Plus MP 25, Merck, MICA, TITANIUM DIOXIDE (CI 77891), IRONOXIDES (CI 77491) Colorona Carmine Red, Merck, MICA, TITANIUM DIOXIDE,CARMINE Colorona Blackstar Green, Merck, MICA, CI 77499 (IRON OXIDES)Colorona Bordeaux, Merck, MICA, CI 77491 (IRON OXIDES) Colorona Bronze,Merck, MICA, CI 77491 (IRON OXIDES) Colorona Bronze Fine, Merck, MICA,CI 77491 (IRON OXIDES) Colorona Fine Gold MP 20, Merck, MICA, CI 77891(TITANIUM DIOXIDE), CI 77491 (IRON OXIDES) Colorona Sienna Fine, Merck,CI 77491 (IRON OXIDES), MICA Colorona Sienna, Merck, MICA, CI 77491(IRON OXIDES)

Colorona Precious Gold, Merck, Mica, CI 77891 (Titanium dioxide),Silica, CI 77491 (Iron oxides), Tin oxide

Colorona Sun Gold Sparkle MP 29, Merck, MICA, TITANIUM DIOXIDE, IRONOXIDES, MICA, CI 77891, CI 77491 (EU)

Colorona Mica Black, Merck, CI 77499 (Iron oxides), Mica, CI 77891(Titanium dioxide)Colorona Bright Gold, Merck, Mica, CI 77891 (Titanium dioxide), CI 77491(Iron oxides)

Colorona Blackstar Gold, Merck, MICA, CI 77499 (IRON OXIDES)

Other particularly preferred color pigments with the trade name Xirona®are for example:

Xirona Golden Sky, Merck, Silica, CI 77891 (Titanium Dioxide), Tin OxideXirona Caribbean Blue, Merck, Mica, CI 77891 (Titanium Dioxide), Silica,Tin Oxide Xirona Kiwi Rose, Merck, Silica, CI 77891 (Titanium Dioxide),Tin Oxide Xirona Magic Mauve, Merck, Silica, CI 77891 (TitaniumDioxide), Tin Oxide.

In addition, particularly preferred color pigments with the trade nameUnipure® are for example:

Unipure Red LC 381 EM, Sensient CI 77491 (Iron Oxides), Silica UnipureBlack LC 989 EM, Sensient, CI 77499 (Iron Oxides), Silica Unipure YellowLC 182 EM, Sensient, CI 77492 (Iron Oxides), Silica

In another embodiment, the previously applied colorant may also compriseone or more organic pigments. The organic pigments as contemplatedherein are correspondingly insoluble, organic dyes or color lacquers,which may be selected, for example, from the group of nitroso,nitro-azo, xanthene, anthraquinone, isoindolinone, isoindolinone,quinacridone, perinone, perylene, diketo-pyrrolopyorrole, indigo,thioindido, dioxazine and/or triarylmethane compounds.

Examples of particularly suitable organic pigments are carmine,quinacridone, phthalocyanine, sorghum, blue pigments with the ColorIndex numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI74160, yellow pigments with the Color Index numbers CI 11680, CI 11710,CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005,green pigments with the Color Index numbers CI 61565, CI 61570, CI74260, orange pigments with the Color Index numbers CI 11725, CI 15510,CI 45370, CI 71105, red pigments with the Color Index numbers CI 12085,CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI15620, CI 15630, CI 15800, CI 15850, CI 15865, CI 15880, CI 17200, CI26100, CI 45380, CI 45410, CI 58000, CI 73360, CI 73915 and/or CI 75470.

In a further particularly preferred embodiment, a process ascontemplated herein, wherein the decolorizing agent is applied tokeratin material which has been colored by application of at least oneorganic pigment, the organic pigment preferably being selected from thegroup of carmine, quinacridone, phthalocyanine, sorghum, blue pigmentshaving the color index numbers CI 42090, CI 69800, CI 69825, CI 73000,CI 74100, CI 74160, yellow pigments having the color index numbers CI11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI47000, CI 47005, green pigments with Color Index numbers CI 61565, CI61570, CI 74260, orange pigments with Color Index numbers CI 11725, CI15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI15580, CI 15620, CI 15630, CI 15800, CI 15850, CI 15865, CI 15880, CI17200, CI 26100, CI 45380, CI 45410, CI 58000, CI 73360, CI 73915 and/orCI 75470.

The organic pigment can also be a color paint. As contemplated herein,the term color lacquer means particles comprising a layer of absorbeddyes, the unit of particle and dye being insoluble under the abovementioned conditions. The particles can, for example, be inorganicsubstrates, which can be aluminum, silica, calcium borosilate, calciumaluminum borosilicate or even aluminum.

For example, alizarin color varnish can be used.

Due to their excellent light and temperature resistance, the use of theabove pigments in the agent is particularly preferred. It is alsopreferred if the pigments used have a certain particle size. Ascontemplated herein, it is therefore advantageous if the at least onepigment has an average particle size D₅₀ of from about 1.0 to about 50μm, preferably from about 5.0 to about 45 μm, preferably from about 10to about 40 μm, such as from about 14 to about 30 μm. The mean particlesize D₅₀, for example, can be determined using dynamic light scattering(DLS).

In the agent used for the preceding coloration in the process ascontemplated herein, one or more pigments may be present, for example,in a total amount of from about 0.01 to about 10.0 wt. %, preferablyfrom about 0.1 to about 5.0 wt. %, more preferably from about 0.2 toabout 2.5 wt. % and very particularly preferably from about 0.25 toabout 1.5 wt. %. Here, the quantities are based on the total quantity ofall pigments used, which is set in relation to the total weight of thecolorant.

In another very particularly preferred embodiment, a colorant ascontemplated herein is wherein the colorant comprises—based on the totalweight of the colorant—one or more pigments in a total amount of fromabout 0.01 to about 10.0 wt. %, preferably from about 0.1 to about 5.0wt. %, more preferably from about 0.2 to about 2.5 wt. % and veryparticularly preferably from about 0.25 to about 1.5 wt. %.

As a further optional component, the colorants could also additionallycomprise one or more direct dyes. Direct-acting dyes are dyes that drawdirectly onto the hair and do not require an oxidative process to formthe color. Direct dyes are usually nitrophenylene diamines,nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes orindophenols.

The direct dyes within the meaning of the present disclosure have asolubility in water (760 mmHg) at 25° C. of more than 0.5 g/L and aretherefore not to be regarded as pigments. Preferably, the direct dyeswithin the meaning of the present disclosure have a solubility in water(760 mmHg) at 25° C. of more than about 1.0 g/L.

Direct dyes can be divided into anionic, cationic and non-ionic directdyes.

In a further embodiment, an agent as contemplated herein may be whereinit additionally comprises at least one colorant compound selected fromthe group of anionic, nonionic and cationic direct dyes.

Suitable cationic direct dyes include Basic Blue 7, Basic Blue 26, HCBlue 16, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347/Dystar), HC BlueNo. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57,Basic Yellow 87, Basic Orange 31, Basic Red 51 Basic Red 76.

As non-ionic direct dyes, non-ionic nitro and quinone dyes and neutralazo dyes can be used. Suitable non-ionic direct dyes are those listedunder the international designations or Trade names HC Yellow 2, HCYellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, DisperseOrange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, HC RedBN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1,Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds,as well as 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol,1,4-bis-(2-hydroxyethyl)-amino-2-nitrobenzene,3-nitro-4-(2-hydroxyethyl)-aminophenol2-(2-hydroxyethyl)amino-4,6-dinitrophenol,4-[(2-hydroxyethyl)amino]-3-nitro-1-methylbenzene,1-amino-4-(2-hydroxyethyl)-amino-5-chloro-2-nitrobenzene,4-amino-3-nitrophenol, 1-(2′-ureidoethyl)amino-4-nitrobenzene,2-[1(4-amino-2-nitrophenyl)amino]benzoic acid,6-nitro-1,2,3,4-tetrahydroquinoxaline, 2-hydroxy-1,4-naphthoquinone,picramic acid and its salts, 2-amino-6-chloro-4-nitrophenol,4-ethylamino-3-nitrobenzoic acid and2-chloro-6-ethylamino-4-nitrophenol.

Anionic direct dyes are also called acid dyes. Acid dyes are direct dyesthat have at least one carboxylic acid group (—COOH) and/or onesulphonic acid group (—SO₃H). Depending on the pH value, the protonatedforms (—COOH, —SO₃H) of the carboxylic acid or sulphonic acid groups arein equilibrium with their deprotonated forms (—COO⁻, —SO₃ ⁻ present).The proportion of protonated forms increases with decreasing pH. Ifdirect dyes are used in the form of their salts, the carboxylic acidgroups or sulphonic acid groups are present in deprotonated form and areneutralized with corresponding stoichiometric equivalents of cations tomaintain electro neutrality. Inventive acid dyes can also be used in theform of their sodium salts and/or their potassium salts.

The acid dyes within the meaning of the present disclosure have asolubility in water (760 mmHg) at 25° C. of more than 0.5 g/L and aretherefore not to be regarded as pigments. Preferably the acid dyeswithin the meaning of the present disclosure have a solubility in water(760 mmHg) at 25° C. of more than about 1.0 g/L.

The alkaline earth salts (such as calcium salts and magnesium salts) oraluminum salts of acid dyes often have a lower solubility than thecorresponding alkali salts. If the solubility of these salts is below0.5 g/L (25° C., 760 mmHg), they do not fall under the definition of adirect dye.

An essential characteristic of acid dyes is their ability to formanionic charges, whereby the carboxylic acid or sulphonic acid groupsresponsible for this are usually linked to different chromophoricsystems. Suitable chromophoric systems can be found, for example, in thestructures of nitrophenylenediamines, nitroaminophenols, azo dyes,anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes,oxazine dyes and/or indophenol dyes.

In a further embodiment, an agent for dyeing keratinous material may bewherein it comprises at least one anionic direct dye selected from thegroup of the nitrophenylenediamines, the nitroaminophenols, the azodyes, the anthraquinone dyes, the triarylmethane dyes, the xanthene dyesthe rhodamine dyes, the oxazine dyes and/or the indophenol dyes, thedyes from the abovementioned group each having at least one carboxylicacid group (—COOH), a sodium carboxylate group (—COONa), a potassiumcarboxylate group (—COOK), a sulfonic acid group (—SO₃H), a sodiumsulfonate group (—SO₃Na) and/or a potassium sulfonate group (—SO₃K).

Suitable acid dyes may include, for example, one or more compoundsselected from the following group: Acid Yellow 1 (D&C Yellow 7, CitroninA, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA no B001),Acid Yellow 3 (COLIPA no: C 54, D&C Yellow No 10, Quinoline Yellow,E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (CI18965), Acid Yellow 23 (COLIPA no C. 29, Covacap Jaune W 1100 (LCW),Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, JapanYellow 4, FD&C Yellow No. 5), Acid Yellow 36 (CI 13065), Acid Yellow 121(CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2-Naphthol orange,Orange II, CI 15510, D&C Orange 4, COLIPA no C. 015), Acid Orange 10(C.I. 16230; Orange G sodium salt), Acid Orange 11 (CI 45370), AcidOrange 15 (CI 50120), Acid Orange 20 (CI 14600), Acid Orange 24 (BROWN1;CI 20170; KATSU201; nosodiumsalt; Brown No. 201; RESORCIN BROWN; ACIDORANGE 24; Japan Brown 201; D & C Brown No. 1), Acid Red 14 (C.I.14720), Acid Red 18 (E124, Red 18; CI 16255), Acid Red 27 (E 123, CI16185, C-Rot 46, Real red D, FD&C Red Nr. 2, Food Red 9, Naphthol redS), Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33, CI 17200), Acid Red 35(CI C.I. 18065), Acid Red 51 (CI 45430, Pyrosin B, Tetraiodfluorescein,Eosin J, Iodeosin), Acid Red 52 (CI 45100, Food Red 106, Solar RhodamineB, Acid Rhodamine B, Red no 106 Pontacyl Brilliant Pink), Acid Red 73(CI 27290), Acid Red 87 (Eosin, CI 45380), Acid Red 92 (COLIPA no C53,CI 45410), Acid Red 95 (CI 45425, Erythtosine, Simacid Erythrosine Y),Acid Red 184 (CI 15685), Acid Red 195, Acid Violet 43 (Jarocol Violet43, Ext. D&C Violet no 2, C.I. 60730, COLIPA no C063), Acid Violet 49(CI 42640), Acid Violet 50 (CI 50325), Acid Blue 1 (Patent Blue, CI42045), Acid Blue 3 (Patent Blue V, CI 42051), Acid Blue 7 (CI 42080),Acid Blue 104 (CI 42735), Acid Blue 9 (E 133, Patent Blue AE, Amido blueAE, Erioglaucin A, CI 42090, C.I. Food Blue 2), Acid Blue 62 (CI 62045),Acid Blue 74 (E 132, CI 73015), Acid Blue 80 (CI 61585), Acid Green 3(CI 42085, Foodgreenl), Acid Green 5 (CI 42095), Acid Green 9 (C.I.42100), Acid Green 22 (C.I. 42170), Acid Green 25 (CI 61570, Japan Green201, D&C Green No. 5), Acid Green 50 (Brilliant Acid Green BS, C.I.44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black no 401,Naphthalene Black 10B, Amido Black 10B, CI 20 470, COLIPA no B15), AcidBlack 52 (CI 15711), Food Yellow 8 (CI 14270), Food Blue 5, D&C Yellow8, D&C Green 5, D&C Orange 10, D&C Orange 11, D&C Red 21, D&C Red 27,D&C Red 33, D&C Violet 2 and/or D&C Brown 1.

For example, the water solubility of anionic direct dyes can bedetermined in the following way. 0.1 g of the anionic direct dye isplaced in a beaker. A stir-fish is added. Then add 100 ml of water. Thismixture is heated to 25° C. on a magnetic stirrer while stirring. It isstirred for 60 minutes. The aqueous mixture is then visually assessed.If there are still undissolved radicals, the amount of water isincreased—for example in steps of 10 ml. Water is added until the amountof dye used is completely dissolved. If the dye-water mixture cannot beassessed visually due to the high intensity of the dye, the mixture isfiltered. If a proportion of undissolved dyes remains on the filterpaper, the solubility test is repeated with a higher quantity of water.If 0.1 g of the anionic direct dye dissolves in 100 ml water at 25° C.,the solubility of the dye is 1.0 g/L.

Acid Yellow 1 is called 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic aciddisodium salt and has a solubility in water of at least 40 g/L (25° C.).Acid Yellow 3 is a mixture of the sodium salts of mono- and bisulfonicacids of 2-(2-quinolyl)-1H-indene-1,3(2H)-dione and has a watersolubility of 20 g/L (25° C.). Acid Yellow 9 is the disodium salt of8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its solubility inwater is above 40 g/L (25° C.). Acid Yellow 23 is the trisodium salt of4,5-dihydro-5-oxo-1-(4-sulfophenyl)-4-((4-sulfophenyl)azo)-1H-pyrazole-3-carboxylicacid and is highly soluble in water at 25° C. Acid Orange 7 is thesodium salt of 4-[(2-hydroxy-1-naphthyl)azo]benzene sulphonate. Itswater solubility is more than 7 g/L (25° C.). Acid Red 18 is thetrinatirum salt of7-hydroxy-8-[(E)-(4-sulfonato-1-naphthyl)-diazenyl)]-1,3-naphthalenedisulfonate and has a remarkably high water solubility of more than 20wt. %. Acid Red 33 is the diantrium salt of5-amino-4-hydroxy-3-(phenylazo)-naphthalene-2,7-disulphonate, itssolubility in water is 2.5 g/L (25° C.). Acid Red 92 is the disodiumsalt of3,4,5,6-tetrachloro-2-(1,4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl)benzoicacid, whose solubility in water is indicated as greater than 10 g/L (25°C.). Acid Blue 9 is the disodium salt of2-({4[N-ethyl(3-sulfonatobenzyl]amino]phenyl}{4-[N-ethyl(3-sulfonatobenzyl)imino]-2,5-cyclohexadien-1-ylidene}methyl)-benzenesulfonateand has a solubility in water of more than 20 wt. % (25° C.).

In a further embodiment, a colorant as contemplated herein is thereforewherein it comprises at least one direct dye selected from the group ofAcid Yellow 1, Acid Yellow 3, Acid Yellow 9, Acid Yellow 17, Acid Yellow23, Acid Yellow 36, Acid Yellow 121, Acid Orange 6, Acid Orange 7, AcidOrange 10, Acid Orange 11, Acid Orange 15, Acid Orange 20, Acid Orange24, Acid Red 14, Acid Red 27, Acid Red 33, Acid Red 35, Acid Red 51,Acid Red 52, Acid Red 73, Acid Red 87, Acid Red 92, Acid Red 95, AcidRed 184, Acid Red 195, Acid Violet 43, Acid Violet 49, Acid Violet 50,Acid Blue 1, Acid Blue 3, Acid Blue 7, Acid Blue 104, Acid Blue 9, AcidBlue 62, Acid Blue 74, Acid Blue 80, Acid Green 3, Acid Green 5, AcidGreen 9, Acid Green 22, Acid Green 25, Acid Green 50, Acid Black 1, AcidBlack 52, Food Yellow 8, Food Blue 5, D&C Yellow 8, D&C Green 5, D&COrange 10, D&C Orange 11, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet2 and/or D&C Brown 1.

The direct-acting dye or dyes can be used in various amounts in thecolorant, depending on the desired color intensity. Satisfactory resultscould be obtained if the colorant—based on the total weight of thecolorant—comprises one or more direct dyes in a total amount of fromabout 0.01 to about 10.0 wt. %, preferably from about 0.1 to about 8.0wt. %, more preferably from about 0.2 to about 6.0 wt. % and mostpreferably from about 0.5 to about 4.5 wt. %.

Furthermore, the agent may also comprise, as an additional optionalcomponent, a coloring compound selected from the group of photochromicor thermochromic dyes.

Photochromic dyes are dyes that react to irradiation with UV light(sunlight or black light) with a reversible change in hue. In thisprocess, the UV light changes the chemical structure of the dyes andthus their absorption behavior (photochromism).

Thermochromic dyes are dyes that react to temperature changes with areversible change in hue. In this process, the change in temperaturealters the chemical structure of the dyes and thus their absorptionbehavior (Thermochromism).

The colorant may comprise—based on the total weight of the colorant—oneor more photochromic and/or thermochromic dyes in a total amount of fromabout 0.01 to about 10.0 wt. %, preferably from about 0.1 to about 8.0wt. %, more preferably from about 0.2 to about 6.0 wt. % and mostpreferably from about 0.5 to about 4.5 wt. %.

Decolorizing Agent

In the process as contemplated herein, a decolorizing agent is appliedto the keratin material, to human hair, which has been dyed as describedabove. The decolorizing agent is applied to the dyed keratin materialand rinsed off again after a reaction time.

The time when the decolorizer is applied depends on the needs of theuser and can be adjusted to his habits.

For example, it is possible to apply the decolorizing agent to thefreshly dyed, still wet or preferably dried keratin material, so that aperiod of several hours lies between the rinsing out of the dyeing agentand the application of the decolorizing agent. This application of thedecolorizing agent shortly after dyeing can be done especially if theresult of the dyeing does not meet the user's expectations. It is alsopossible, for example, to apply a very intense or eye-catchingcoloration for a particular occasion and then remove the colorationafter that occasion.

Likewise, it is possible that there is a longer period between theprevious application of the colorant and the application of thedecolorant, which can range from a few to several days or even weeks. Inthis context, the requirement is that the decolorizing agent is appliedto colored keratin material, which means that the keratin material muststill be colored by the application of the pigments.

The decolorizing agent is wherein it comprises

-   -   (a) at least one amphoteric and/or zwitterionic surfactant, and    -   (b) has a pH value of from about 1.0 to about 4.3.        Zwitterionic and/or Amphoteric Surfactants in the Decolorant

The decolorizing agent used in the process as contemplated herein iswherein it comprises at least one amphoteric and/or zwitterionicsurfactant.

The term surfactants (T) refer to surface-active substances that canform adsorption layers on surfaces and interfaces or aggregate in bulkphases to form micelle colloids or lyotropic mesophases. A distinctionis made between anionic surfactants comprising a hydrophobic radical anda negatively charged hydrophilic head group, amphoteric or zwitterionicsurfactants, which carry both a negative and a compensating positivecharge, cationic surfactants, which have a positively chargedhydrophilic group in addition to a hydrophobic radical, and nonionicsurfactants, which have no charges but strong dipole moments and arestrongly hydrated in aqueous solution.

When certain zwitterionic or amphoteric surfactants were used, aparticularly good decolorizing effect was observed. Very particularlypreferred zwitterionic surfactants are selected from surfactants (a) offormula (T-1), (T-2), (T-3) and/or (T-4):

where R₁, R₂, R₃ and R₄ each independently represent a linear orbranched, saturated or unsaturated C₈-C₃₀ alkyl group, preferably alinear, saturated or unsaturated C₁₂-C₁₈ alkyl group.

The zwitterionic surfactants of the formula (T-1), (T-2), (T-3) and/or(T-4) each have a cationic charge in the form of a quaternary nitrogenatom which, in addition to the two methyl groups, carries the respectiveradical comprising R and furthermore the radical comprising the acidfunction. The cationic charge of the quaternary nitrogen atom isneutralized by the acid function, which may be a deprotonated carboxylicacid or sulfonic acid.

Especially in acidic environments, the acid function in aqueous solutioncan also be in equilibrium with its protonated form. When the pH isdiluted or raised, this equilibrium shifts back to the side of thedeprotonated acids. Surfactants of formula (T-1), (T-2), (T-3) and/or(T-4) with protonated acid function also fall within the definition of azwitterionic surfactant.

In a very particularly preferred embodiment, a process as contemplatedherein is wherein the decolorizing agent comprises at least onezwitterionic surfactant (a) of the formula (T-1), (T-2), (T-3) and/or(T-4):

where R₁, R₂, R₃ and R₄ each independently represent a linear orbranched, saturated or unsaturated C₈-C₃₀ alkyl group, preferably alinear, saturated or unsaturated C₁₂-C₁₈ alkyl group.

The radical R₁ represents a linear or branched, saturated or unsaturatedC₈-C₃₀ alkyl group, preferably a linear, saturated or unsaturatedC₁₂-C₁₈ alkyl group.

The radical R₂ represents a linear or branched, saturated or unsaturatedC₈-C₃₀ alkyl group, preferably for a linear, saturated or unsaturatedC₁₁-C₂₁ alkyl group, very particularly preferred for a linear, saturatedor unsaturated C₁₁-C₁₇ alkyl group.

The radical R₃ represents a linear or branched, saturated or unsaturatedC₈-C₃₀ alkyl group, preferably a linear, saturated or unsaturatedC₁₂-C₁₈ alkyl group.

The radical R₄ represents a linear or branched, saturated or unsaturatedC₈-C₃₀ alkyl group, preferably for a linear, saturated or unsaturatedC₁₁-C₂₁ alkyl group, very particularly preferably for a linear,saturated or unsaturated C₁₁-C₁₇ alkyl group

Particularly suitable zwitterionic surfactants of formula (T-1) are, forexample, C₁₂-C₁₄ alkyl dimethyl betaines, which can be obtained underthe INCI name Coco-Betaine in the form of the commercial product GenagenKB from the company Global Amines (formerly Clariant). Coco-Betaine hasthe CAS number 66455-29-6.

Particularly suitable zwitterionic surfactants of formula (T-2) arealkylamidoalkyl betaines. Particularly suitable amphoteric surfactantsinclude those known under the INCI designation cocamidopropyl betaineand the INCI name cocamidopropyl betaine.

In particular, the zwitterionic surfactants of formula (T-1) and (T-2)have shown particularly good suitability for solving the problem ascontemplated herein.

The best decolorization results were obtained when a decolorizing agentcomprising a zwitterionic surfactant of formula (T-1) was used in theprocess as contemplated herein. The surfactants of formula (T-1) aretherefore the most preferred.

Within the scope of an explicitly quite particularly preferredembodiment, is a process wherein the decolorizing agent comprises atleast one zwitterionic surfactant (a) of the formula (T-1):

where R₁ represents a linear, saturated C₁₂-C₁₈ alkyl group.

Examples of a linear, saturated C₁₂-C₁₈ alkyl group are the laurylgroup, the myristyl group, the cetyl group and the stearyl group.

To ensure the most complete and uniform color removal possible, thedecolorizing agent comprises the amphoteric or zwitterionic surfactants(a) preferably in specific quantity ranges. Particularly reliableresults were obtained when the decolorant included—based on the totalweight of the decolorant—one or more amphoteric and/or zwitterionicsurfactants in a total amount of from about 1.0 to about 15.0 wt. %,preferably from about 1.5 to about 13.0 wt. %, more preferably fromabout 3.0 to about 12.0 wt. % and most preferably from about 6.0 toabout 11.0 wt. %.

In a very particularly preferred embodiment, a process as contemplatedherein is.

A process wherein the decolorant comprises—based on the total weight ofthe decolorant—one or more amphoteric and/or zwitterionic surfactants ina total amount of from about 1.0 to about 15.0 wt. %, preferably fromabout 1.5 to about 13.0 wt. %, more preferably from about 3.0 to about12.0 wt. % and most preferably from about 6.0 to about 11.0 wt. %.

Water Content in Decolorizing Agent

Since the decolorant is adjusted to an acidic pH in the range of 1.0 to4.3 as contemplated herein, it comprises water or comprises awater-comprising carrier.

Accordingly, a first object of the present disclosure is, in otherwords, a process for decolorizing keratin material which has beencolored by application of at least one pigment, wherein a decolorizingagent which is

-   -   (a) at least one amphoteric and/or zwitterionic surfactant, and    -   (b) comprises water and has a pH value of from about 1.0 to        about 4.3,    -   is applied to the dyed keratin material and rinsed off again        after a contact time.

Particularly good removal of the excess pigments or amino silicones waspossible if the decolorant—based on the total weight of thedecolorant—had a water content of from about 50 to about 99 wt. %,preferably from about 55 to about 98 wt. %, more preferably from about60 to about 97 wt. %, and particularly preferably from about 70 to about96 wt. %.

In a further particularly preferred embodiment, a process ascontemplated herein is therefore wherein the decolorant—based on thetotal weight of the decolorant—has a water content of from about 50 toabout 99 wt. %, preferably from about 55 to about 98 wt. %, morepreferably from about 60 to about 97 wt. %, and particularly preferablyfrom about 70 to about 96 wt. %.

pH Value of the Decolorant

The decolorant is exemplified by an acidic pH value in the range ofabout 1.0 to about 4.3.

In the series of experiments leading to this present disclosure, it wasshown that the choice of the optimum pH value could control thedecolorizing performance. A good decolorizing effect could already beobserved from a pH value of about 4.3. However, by further lowering thepH, this decolorizing performance could be further improved.

In this context, it has been found to be particularly preferred if thedecolorant has a pH (b) of from about 1.5 to about 4.2, preferably fromabout 2.0 to about 4.1, more preferably from about 2.3 to about 3.9 andmost preferably from about 2.9 to about 3.7.

In the context of a further very particularly preferred embodiment, aprocess as contemplated herein is wherein the decolorant has a pH (b) offrom about 1.5 to about 4.2, preferably from about 2.0 to about 4.1,further preferably from about 2.3 to about 3.9 and very particularlypreferably from about 2.9 to about 3.7.

Application of the Decolorizing Agent

Within the process as contemplated herein, the decolorizing agent isapplied to the colored keratin material and rinsed off again after areaction time.

Since the decolorizing agent is applied to the colored hair, thedecolorizing agent must be applied to the keratin material after theapplication of the previously described colorant. In other words, thedecolorizing agent is applied to the keratin material after the coloranthas been rinsed out and the keratin material has been dried, preferablyfor accurate determination of the color result.

The exact time of application of the decolorizing agent is determined bythe user's wish to remove the unwanted or no longer required coloration.For example, the decolorizing agent can be applied to the dyed keratinmaterial about 12 to about 24 hours after application of the dyeingagent. In a further embodiment, however, the user may wear the coloredkeratin materials, the hair, for a period of several days to weeks untilhe decides to change the coloration again or wants his original haircolor back.

Other Surfactants in the Decolorant

In addition to the zwitterionic or amphoteric surfactants (a) describedabove, the decolorant as contemplated herein may optionally alsocomprise further surfactants.

In another very particularly preferred embodiment, a process ascontemplated herein is wherein the decolorizing agent additionallycomprises at least one cationic, nonionic and/or anionic surfactant.

The term surfactants (T) refer to surface-active substances that canform adsorption layers on surfaces and interfaces or aggregate in bulkphases to form micelle colloids or lyotropic mesophases. A distinctionis made between anionic surfactants comprising a hydrophobic radical anda negatively charged hydrophilic head group, amphoteric surfactants,which carry both a negative and a compensating positive charge, cationicsurfactants, which in addition to a hydrophobic radical have apositively charged hydrophilic group, and non-ionic surfactants, whichhave no charges but strong dipole moments and are strongly hydrated inaqueous solution.

Cationic surfactants are surfactants, i.e., surface-active compounds,each with one or more positive charges. Cationic surfactants compriseonly positive charges. Usually, these surfactants are composed of ahydrophobic part and a hydrophilic head group, the hydrophobic partusually comprising a hydrocarbon backbone (e.g., comprising one or twolinear or branched alkyl chains) and the positive charge(s) being in thehydrophilic head group.

Examples of cationic surfactants are

quaternary ammonium compounds which, as hydrophobic radicals, may carryone or two alkyl chains with a chain length of 8 to 28 C atoms,

quaternary phosphonium salts substituted with one or more alkyl chainswith a chain length of 8 to 28 C atoms or

tertiary sulfonium salts.

Furthermore, the cationic charge can also be part of a heterocyclic ring(e.g., an imidazolium ring or a pyridinium ring) in the form of an oniumstructure. In addition to the functional unit carrying the cationiccharge, the cationic surfactant may also comprise other unchargedfunctional groups, as is the case for example with esterquats. Thecationic surfactants are used in a total quantity of from about 0.1 toabout 45 wt. %, preferably from about 1 to about 30 wt. % and mostpreferably from about 1 to about 15 wt. %—based on the total weight ofthe respective agent.

Non-ionic surfactants comprise, for example, a polyol group, apolyalkylene glycol ether group or a combination of polyol andpolyglycol ether group as the hydrophilic group. Such links include

Addition products of 2 to 50 mol ethylene oxide and/or 0 to 5 molpropylene oxide to linear and branched fatty alcohols with 6 to 30 Catoms, the fatty alcohol polyglycol ethers or the fatty alcoholpolypropylene glycol ethers or mixed fatty alcohol polyethers,

Addition products of 2 to 50 mol ethylene oxide and/or 0 to 5 molpropylene oxide to linear and branched fatty acids with 6 to 30 C atoms,the fatty acid polyglycol ethers or the fatty acid polypropylene glycolethers or mixed fatty acid polyethers,

Addition products of 2 to 50 mol ethylene oxide and/or 0 to 5 molpropylene oxide to linear and branched alkylphenols having 8 to 15 Catoms in the alkyl group, the alkylphenol polyglycol ethers or the alkylpolypropylene glycol ethers or mixed alkylphenol polyethers,

with a methyl or C₂-C₆-alkyl radical end-group capped addition productsof 2 to 50 moles of ethylene oxide and/or 0 to 5 moles of propyleneoxide to linear and branched fatty alcohols with 8 to 30 C atoms, tofatty acids with 8 to 30 C atoms and to alkylphenols with 8 to 15 Catoms in the alkyl group, such as the grades available under the salesnames Dehydol® LS, Dehydol® LT (Cognis),

C12-C30 fatty acid mono- and diesters of addition products of 1 to 30mol ethylene oxide to glycerol,

Addition products of 5 to 60 mol ethylene oxide to castor oil andhardened castor oil,

Polyol fatty acid esters, such as the commercial product Hydagen® HSP(Cognis) or Sovermol® grades (Cognis),

alkoxylated triglycerides,

alkoxylated fatty acid alkyl esters of the formula (Tnio-1):

R¹CO—(OCH₂CHR²)_(w)OR³  (Tnio-1),

in which R¹CO is a linear or branched, saturated and/or unsaturated acylradical having 6 to 22 carbon atoms, R² is hydrogen or methyl, R³ islinear or branched alkyl radicals having 1 to 4 carbon atoms and w isnumbers from 1 to 20,

amine oxides,

Hydroxy mixed ethers, as described for example in DE-OS 19738866,

Sorbitan fatty acid esters and addition products of ethylene oxide tosorbitan fatty acid esters such as polysorbates,

Sugar fatty acid esters and addition products of ethylene oxide to sugarfatty acid ester,

Addition products of ethylene oxide to fatty acid alkanolamides andfatty amines,

Sugar tensides of the alkyl and alkenyl oligoglycoside type according toformula (Tnio-2):

R⁴O-[G]_(p)  (Tnio-2),

in which R⁴ is an alkyl or alkenyl radical comprising 4 to 22 carbonatoms, G is a sugar residue comprising 5 or 6 carbon atoms and p is anumber of 1 to 10. They can be obtained by the relevant methods ofpreparative organic chemistry. The alkyl and alkenyl oligoglycosides canbe derived from aldoses or ketoses with 5 or 6 carbon atoms, preferablyglucose. The preferred alkyl and/or alkenyl oligoglycosides are thusalkyl and/or alkenyl oligoglucosides. The index number p in the generalformula (Tnio-2) indicates the degree of oligomerization (DP), i.e. thedistribution of mono- and oligoglycosides and stands for a numberbetween 1 and 10. While p must always be an integer in the individualmolecule and can assume the values p=1 to 6, the value p for a certainalkyl oligoglycoside is an analytically determined arithmeticalquantity, which usually represents a fractional number. Preferably alkyland/or alkenyl oligoglycosides with an average degree of oligomerizationp of 1.1 to 3.0 are used. From an application technology point of view,those alkyl and/or alkenyl oligoglycosides are preferred whose degree ofoligomerization is less than 1.7 and lies between 1.2 and 1.4. The alkylor alkenyl radical R⁴ can be derived from primary alcohols comprising 4to 11, preferably 8 to 10 carbon atoms. Typical examples are butanol,caproic alcohol, caprylic alcohol, caprin alcohol and undecrylic alcoholas well as their technical mixtures, such as those obtained in thehydrogenation of technical fatty acid methyl esters or during thehydrogenation of aldehydes from Roelen's oxo synthesis. Preferred arealkyl oligoglucosides with a chain length of C₈-C₁₀ (DP=1 to 3), whichare obtained as a preliminary step in the distillative separation oftechnical C₈-C₁₈ coconut-fatty alcohol and may be contaminated with lessthan about 6 wt. % of C₁₂ alcohol, and alkyl oligoglucosides based ontechnical C_(9/11) oxoalcohols (DP=1 to 3). The alkyl or alkenyl radicalR¹⁵ can also be derived from primary alcohols having 12 to 22,preferably 12 to 14 carbon atoms. Typical examples are lauryl alcohol,myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol,isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinylalcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucylalcohol, brassidyl alcohol and their technical mixtures, which can beobtained as described above. Preferred are alkyl oligoglucosides basedon hardened C_(12/14) coconut alcohol with a DP of 1 to 3.

Sugar surfactants of the fatty acid N-alkyl polyhydroxyalkylamide type,a nonionic surfactant of formula (Tnio-3):

R⁵CO—NR⁶-[Z]  (Tnio-3),

in which R⁵CO is an aliphatic acyl radical comprising 6 to 22 carbonatoms, R⁶ is hydrogen, an alkyl or hydroxyalkyl radical comprising 1 to4 carbon atoms and [Z] is a linear or branched polyhydroxyalkyl radicalcomprising 3 to 12 carbon atoms and 3 to 10 hydroxyl groups. The fattyacid N-alkyl polyhydroxyalkylamides are known substances that canusually be obtained by reductive amination of a reducing sugar withammonia, an alkylamine or an alkanolamine and subsequent acylation witha fatty acid, a fatty acid alkyl ester or a fatty acid chloride. Thefatty acid N-alkyl polyhydroxyalkylamides are preferably derived fromreducing sugars with 5 or 6 carbon atoms, especially from glucose. Thepreferred fatty acid N-alkyl polyhydroxyalkylamides are therefore fattyacid N-alkylglucamides as represented by the formula (Tnio-4):

R⁷CO—(NR⁸)—CH₂—[CH(OH)]₄—CH₂OH  (Tnio-4).

Preferably, glucamides of the formula (Tnio-4) are used as fattyacid-N-alkyl polyhydroxyalkylamides, in which R8 represents hydrogen oran alkyl group and R7CO represents the acyl radical of caproic acid,caprylic acid, capric acid, Lauric acid, myristic acid, palmitic acid,palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid,petroselinic acid, linoleic acid, linolenic acid, arachidic acid,gadoleic acid, behenic acid or erucic acid or their technical mixtures.Particularly preferred are fatty acid N-alkyl glucamides of the formula(Tnio-4), which are obtained by reductive amination of glucose withmethylamine and subsequent acylation with lauric acid or C12/14 coconutfatty acid or a corresponding derivative. Furthermore,polyhydroxyalkylamides can also be derived from maltose and palatinose.

Other typical examples of nonionic surfactants are fatty acid amidepolyglycol ethers, fatty amine polyglycol ethers, mixed ethers or mixedformals, protein hydrolysates (especially wheat-based vegetableproducts) and polysorbates.

The alkylene oxide addition products to saturated linear fatty alcoholsand fatty acids, each with from about 2 to about 30 moles of ethyleneoxide per mole of fatty alcohol or fatty acid, and the sugar surfactantshave proved to be preferred nonionic surfactants. Preparations withexcellent properties are also obtained if they comprise fatty acidesters of ethoxylated glycerol as non-ionic surfactants.

Examples of anionic surfactants as contemplated herein are, in each casein the form of the sodium, potassium and ammonium as well as the mono-,di- and trialkanolammonium salts with 2 to 4 C atoms in the alkanolgroup,

linear and branched fatty acids with 8 to 30 C-atoms (soaps),

Ether carboxylic acids of the formula R—O—(CH₂—CH₂O)_(x)—CH₂—COOH, inwhich R is a linear alkyl group having 8 to 30 carbon atoms and x=0 or 1to 16,

Acyl sarcosides with 8 to 24 C atoms in the acyl group,

Acyltaurides with 8 to 24 C atoms in the acyl group,

Acyl isethionates with 8 to 24 C atoms in the acyl group, which areaccessible by esterification of fatty acids with the sodium salt of2-hydroxyethane sulfonic acid (isethionic acid). If fatty acids with 8to 24 carbon atoms, e.g., lauric, myristic, palimitic or stearic acid,or also technical fatty acid fractions, e.g., the C₁₂-C₁₈ fatty acidfraction obtainable from coconut fatty acid, are used for thisesterification, the C₁₂-C₁₈ acyl isethionates preferred as contemplatedherein are obtained,

Sulfosuccinic acid mono- and dialkyl esters with 8 to 24 C atoms in thealkyl group and sulfosuccinic acid mono-alkyl polyoxyethyl esters with 8to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups.Sulfosuccinic acid mono- and dialkyl esters can be prepared by reactingmaleic anhydride with a fatty alcohol having 8-24 C atoms to form themaleic acid monoester of the fatty alcohol and further reacting withsodium sulfite to form the sulfosuccinic acid ester. Particularlysuitable sulfosuccinic acid esters are derived from fatty alcoholfractions with 12-18 C atoms, such as those accessible from coconutfatty acid or coconut fatty acid methyl ester by hydrogenation,

linear alkane sulfonates with 8 to 24 C atoms,

linear alpha-olefin sulphonates with 8 to 24 C atoms,

Alpha-sulfofatty acid methyl esters of fatty acids with 8 to 30 C atoms,

Alkyl sulfates and alkyl polyglycol ether sulfates of the formulaR—O(CH₂—CH₂O)_(x)—OSO₃H, in which R is a preferably linear alkyl groupwith 8 to 30 C atoms and x=0 or 1 to 12,

Hydroxysulfonates corresponding to at least one of the two followingformulae or mixtures thereof, and salts thereof, their mixtures, as wellas their salt:

CH₃—(CH₂)_(y)—CHOH—(CH₂)_(p)—(CH—SO₃M)-(CH₂)_(z)—CH₂—O—(C_(n)H_(2n)O)_(x)—H,and/or

CH₃—(CH₂)_(y)—(CH—SO₃M)-(CH₂)_(p)—CHOH—(CH₂)_(z)—CH₂—O—(CnH_(2n)O)_(x)—H,

where, in both formulae, y and z=0 or integers from 1 to 18, p=0, 1 or 2and the sum (y+z+p) is a number from 12 to 18, x=0 or a number from 1 to30 and n is an integer from 2 to 4 and M=H or alkali metal, inparticular sodium, potassium, lithium, alkaline earth metal, inparticular magnesium, calcium, zinc and/or an ammonium ion which mayoptionally be substituted, in particular mono-, di-, tri- ortetraammonium ions having C1 to C4 alkyl, alkenyl or aryl radicals,

sulfated hydroxyalkyl polyethylene and/or hydroxyalkylene propyleneglycol ethers corresponding to the formulaR¹—(CHOSO₃M)-CHR³—(OCHR⁴—CH₂)_(n)—OR² in which R¹ is a linear alkylradical comprising 1 to 24 carbon atoms, R² is a linear or branched,saturated alkyl radical comprising 1 to 24 carbon atoms, R³ is hydrogenor a linear alkyl radical comprising 1 to 24 carbon atoms R⁴ is hydrogenor a methyl radical and M is hydrogen, ammonium, alkylammonium,alkanolammonium, in which the alkyl and alkanol radicals each have 1 to4 carbon atoms, or a metal atom selected from lithium, sodium,potassium, calcium or magnesium, and n is a number in the range from 0to 12, and furthermore the total number of carbon atoms included in R¹and R³ is 2 to 44,

Sulfonates of unsaturated fatty acids with 8 to 24 C-atoms and 1 to 6double bonds,

Esters of tartaric acid and citric acid with alcohols, which areaddition products of about 2-15 molecules of ethylene oxide and/orpropylene oxide to fatty alcohols with 8 to 22 C atoms,

Alkyl and/or alkenyl ether phosphates of the formula:

R¹(OCH₂CH₂)_(n)—O—(PO—OX)—OR²,

where R¹ is preferably an aliphatic hydrocarbon radical of 8 to 30carbon atoms, R² is hydrogen, a radical (CH₂CH₂O)_(n)R² or X, n is from1 to 10 and X is hydrogen, an alkali metal or alkaline earth metal orNR³R⁴R⁵R⁶, where R³ to R⁶ are each independently of the other's hydrogenor a C₁ to C₄-hydrocarbon radical,

sulfated fatty acid alkylene glycol esters of the formulaRCO(AlkO)_(n)SO₃M where RCO— is a linear or branched, aliphatic,saturated and/or unsaturated acyl radical having 6 to 22 carbon atoms,Alk is CH₂CH₂, CHCH₃CH₂ and/or CH₂CHCH₃, n is a number from 0.5 to 5 andM is a metal, such as alkali metal in particular sodium, potassium,lithium, alkaline earth metal, in particular magnesium, calcium, zinc,or ammonium ion, such as ⁺NR³R⁴R⁵R⁶, where R³ to R⁶ independently of oneanother represent hydrogen or a C1 to C4 hydrocarbon radical,

Monoglyceride sulfates and monoglyceride ether sulfates of the formula:

R⁸OC—(OCH₂CH₂)_(x)—OCH₂—[CHO(CH₂CH₂O)_(y)H]—CH₂O(CH₂CH₂O)_(z)—SO₃X,

in which R⁸CO is a linear or branched acyl radical comprising 6 to 22carbon atoms, x, y and z together represent 0 or numbers of 1 to 30,preferably 2 to 10, and X is an alkali metal or alkaline earth metal.Typical examples of monoglyceride (ether) sulphates suitable ascontemplated herein are the reaction products of lauric acidmonoglyceride, coco fatty acid monoglyceride, palmitic acidmonoglyceride, stearic acid monoglyceride, oleic acid monoglyceride andtallow fatty acid monoglyceride as well as their ethylene oxide adductswith Sulphur trioxide or chlorosulphonic acid in the form of theirsodium salts. Preferably, monoglyceride sulfates are used in which R⁸COrepresents a linear acyl radical with 8 to 18 carbon atoms,

Amide ether carboxylic acids, R¹—CO—NR²—CH₂CH₂—O—(CH₂CH₂O)_(n)CH₂COOM,where R¹ is a straight-chain or branched alkyl or alkenyl radical havinga number of carbon atoms in the chain of from 2 to 30, n is an integerfrom 1 to 20 and R² is hydrogen, a methyl, ethyl, propyl, isopropyl,n-butyl, t-butyl or iso-butyl radical and M is hydrogen or a metal suchas alkali metal, in particular sodium, potassium, lithium, alkalineearth metal, in particular magnesium, calcium, zinc, or an ammonium ion,such as ⁺NR³R⁴R⁵R⁶, where R³ to R⁶ independently of one another arehydrogen or a C1 to C4 hydrocarbon radical. Such products are available,for example, from the Chem-Y company under the product name Akypo®, and

An acylglutamate of the formula XOOC—CH2CH2CH(C(NH)OR)—COOX, in whichRCO is a linear or branched acyl radical having 6 to 22 carbon atoms and0 and/or 1, 2 or 3 double bonds and X is hydrogen, an alkali metaland/or alkaline earth metal, ammonium, alkylammonium, alkanolammonium orglucammonium.

The surfactants described above are preferably used in the decolorizingagent in the appropriate quantity ranges. Thus, based on the totalweight of the decolorant, the decolorant may comprise one or morenonionic, cationic and/or anionic surfactants in a total amount of fromabout 0.1 to about 20 wt. %, preferably from about 0.2 to about 10 wt.%, more preferably from about 0.3 to about 5 wt. % and most preferablyfrom about 0.4 to about 2.5 wt. %.

Other Optional Ingredients in the Decolorant

In addition to the ingredients essential to the present disclosurealready described, the decolorant may also comprise other optionalingredients, such as solvents, anionic, nonionic, zwitterionic and/orcationic polymers; structurants such as glucose, maleic acid and lacticacid, hair-conditioning compounds such as phospholipids, for examplelecitin and cephalins; perfume oils, dimethyl isosorbide andcyclodextrins; fiber structure-improving agents, in particular mono-,di- and oligosaccharides such as glucose, galactose, fructose, fructoseand lactose; dyes for coloring the agent; antidandruff agents such aspiroctone olamine, zinc omadine and climbazole; amino acids andoligopeptides; protein hydrolysates on animal and/or vegetable basis, aswell as in the form of their fatty acid condensation products or,optionally, anionically or cationically modified derivatives; vegetableoils; light stabilizers and UV blockers; active ingredients such aspanthenol, pantothenic acid, pantolactone, allantoin,pyrrolidinonecarboxylic acids and their salts, and bisabolol;Polyphenols, in particular hydroxycinnamic acids,6,7-dihydroxycoumarins, hydroxybenzoic acids, catechins, tannins,leucoanthocyanidins, anthocyanidins, flavanones, flavones and flavonols;ceramides or pseudoceramides; vitamins, provitamins and vitaminprecursors; plant extracts; Fats and waxes such as fatty alcohols,beeswax, montan wax and kerosene; swelling and penetrating agents suchas glycerol, propylene glycol monoethyl ether, carbonates, hydrogencarbonates, guanidines, ureas and primary, secondary and tertiaryphosphates; opacifiers such as latex, styrene/PVP and styrene/acrylamidecopolymers; pearlescing agents such as ethylene glycol mono- anddistearate and PEG-3 distearate; and blowing agents such aspropane-butane mixtures, N₂O, dimethyl ether, CO₂ and air.

The selection of these other substances will be made by the specialistaccording to the desired properties of the agents. Regarding otheroptional components and the quantities of these components used,explicit reference is made to the relevant manuals known to thespecialist. The additional active ingredients and auxiliary substancesare preferably used in the preparations as contemplated herein inquantities of from about 0.0001 to about 25 wt. %, such as from about0.0005 to about 15 wt. %, each based on the total weight of therespective agent.

Application of the Decolorizing Agent

In the process as contemplated herein, the previously describeddecolorizing agent is applied to the dyed keratin material and rinsedoff again after a contact time.

The application can be done with the (gloved) hand or with the help ofan applicator, such as a brush or an applicate, or even a brush or acomb.

Depending on whether the user wants complete decolorization or onlycertain sections or areas. strands are to be decolorized, thedecolorizing agent can be applied either to the entire keratinousmaterial (such as the entire head of hair) or to specific parts orcorresponding strands of the keratinous material or keratinous fibers.

After application, the decolorizing agent is left to act on the keratinmaterial for a certain period. For example, an exposure time of fromabout 5 to about 60 minutes, preferably of from about 5 to about 30minutes, further preferably of from about 5 to about 15 minutes and mostpreferably of from about 5 to about 10 minutes can be selected. Afterthis exposure time, the decolorant is rinsed out again with water.

In a further preferred embodiment, a process as contemplated herein iswherein the decolorizing agent is applied to the colored keratinmaterial and rinsed off again after an exposure time of from about 5 toabout 60 minutes, preferably of from about 5 to about 30 minutes,further preferably of from about 5 to about 15 minutes and veryparticularly preferably of from about 5 to about 10 minutes.

The decolorizing agent can be applied to the keratin material at roomtemperature or at body temperature. However, the keratin materialexposed to the decolorizing agent can also be exposed to elevatedtemperatures to support or coat the color fade. It is as contemplatedherein if the decolorizing agent is applied to the dyed keratin materialand the keratin material is heated to a temperature of from about 25 toabout 70° C., preferably from about 25 to about 60° C., more preferablyfrom about 30 to about 55° C. and very particularly preferably fromabout 40 to about 55° C. during the action of the decolorizing agent.

In the context of a further b embodiment, a method as contemplatedherein is wherein

the decolorizing agent is applied to the dyed keratin material

the keratin material is heated during the action of the decolorizingagent to a temperature of from about 25 to about 70°, preferably fromabout 25 to about 60° C., more preferably from about 30 to about 55° C.and most preferably from about 40 to about 55° C., and then

the decolorizing agent is rinsed off again.

In addition to thermal support of the decolorization process, it is alsopossible to subject the keratin material exposed to the decolorizingagent to mechanical stress to improve the detachment of the film formedon the keratin material during coloring. For example, the keratinmaterial can be massaged with the hands or combed with a comb or brushduring the decolorization process. Any other mechanic stress suitable toimprove the detachment of the colored film from the keratin materialunder the action of the decolorizing agent is also conceivable andencompassed by the process as contemplated herein.

In the context of a further preferred embodiment, a method ascontemplated herein is wherein

the decolorizing agent is applied to the dyed keratin material,

the keratin material is combed, massaged, brushed or otherwise subjectedto mechanical force during the action of the decolorizing agent, andthen

the decolorizing agent is rinsed off again.

As previously described, the decolorizing agent as contemplated hereincan be applied to decolorize keratin material that has been colored byapplication of a pigment, or at least one pigment and at least one aminosilicone. If, for example, the user discovers after dyeing that thecolor result does not meet his requirements, he can take this as anopportunity to remove the dyeing again by applying the decolorizingagent.

Furthermore, the user can also plan a coloring and the subsequentdecolorization from the outset, for example, if he wants to dye his hairfor a particular occasion and then decolorize it again. For thispurpose, the user can also be provided with all agents or formulationsnecessary for both coloring and decoloring.

Thus, a second object of the present disclosure is a method for coloringand later decolorizing human hair, comprising the following steps:

(1) Applying a colorant to the hair, the colorant comprising at leastone amino-functionalized silicone polymer and at least one pigment, asalready disclosed in detail in the description of the first subjectmatter of the present disclosure,(2) Allow the dye to act on the hair,(3) Rinse the dye from the hair,(4) Applying a decolorizing agent to the hair, the decolorizing agenthaving been disclosed in detail in the description of the first subjectpresent disclosure,(5) Allowing the decolorizing agent to act on the hair,(6) Rinse the decolorant out of the hair.

The preferred further subject matter of the present disclosure is aprocess for dyeing and subsequently decolorizing human hair, comprisingthe following steps in the order indicated:

(1) Applying a colorant to the hair, the colorant comprising at leastone amino-functionalized silicone polymer and at least one pigment, asalready disclosed in detail in the description of the first subjectmatter of the present disclosure,(2) Allow the dye to act on the hair,(3) Rinse the dye from the hair,(4) Applying a decolorizing agent to the hair, the decolorizing agenthaving been disclosed in detail in the description of the first subjectpresent disclosure,(5) Allowing the decolorizing agent to act on the hair,(6) Rinse the decolorant out of the hair.

The pigments and the amino-functionalized silicone polymers have alreadybeen disclosed in detail in the description of the first subject matterof the present disclosure. The decolorizing agent has also already beendisclosed in detail in the description of the first subject matter ofthe present disclosure.

Multi-Component Packaging Unit

It is particularly convenient for the user if the appropriate coloringand decolorizing agents are made available to him in the form of amulti-component packaging unit.

Thus, another counterpart of the present disclosure is a multi-componentpackaging unit (kit-of-parts) for dyeing and decolorizing keratinmaterial, comprising separately packaged components:

a first container comprising a colorant, the colorant comprising atleast one amino-functionalized silicone polymer and at least one pigmentas already disclosed in detail in the description of the first subjectmatter of the present disclosure, and

a second container comprising a decolorizing agent, the decolorizingagent having been disclosed in detail in the description of the firstsubject present disclosure.

Concerning the further preferred embodiments of the multicomponentpackaging unit as contemplated herein and the use, mutatis mutandis whathas been said about the process as contemplated herein applies.

EXAMPLES 1. Formulations

The following formulations were prepared (all figures in wt. % unlessotherwise stated).

TABLE 1 Colorant (FM) FM (wt. %) Cetyl alcohol 3.0 Stearyl alcohol 3.0Ceteareth-30, (Cetearyl alcohol, ethoxylated 30 EO) 1.5 Potassiumdihydrogen phosphate 0.35 Disodium hydrogen phosphate 0.72 Unipure RedLC3071, organic pigment CI 15850 1.0 1.2-propanediol 10.0 Phenoxyethanol0.8 Dow Corning 2-8566 (siloxanes and silicones, 1.03-[(2-aminoethyl)amino]-2-methylpropyl Me, di-Me-siloxane. Sodiumsalicylate 0.4 Water ad 100

TABLE 2 Decolorizer (EM) EM-1 EM-2 EM-3 (wt..-%) Comparison ComparisonExample Sodium laureth sulfate 8.7 — — (C12-C14, ethoxylated with 2 EO)Disodium cocoamphodiacetate 2.0 — — Laureth-6-carboxylate, — 6.0 6.0sodium salt Cocoamidopropylbetaine — 5.2 5.2 Dimethylcocoylbetaine — 6.06.0 Caustic soda/citric acid ad pH 4.6 ad pH 4.6 ad pH 2.4 Water ad 100ad 100 ad 100

TABLE 3 Decolorizer (EM) EM-4 EM-5 EM-6 EM-7 (wt..-%) Example ExampleExample Example Sodium laureth sulfate — — — — (C12-C14, ethoxylatedwith 2 EO) Disodium — — — — cocoamphodiacetate Laureth-6-carboxylate, —— — — sodium salt Cocoamidopropylbetaine — — — — Dimethylcocoylbetaine10.0 10.0 10.0 10.0 Caustic soda/citric acid ad pH 4.1 ad pH 3.5 ad pH3.3 ad pH 2.7 Water ad 100 ad 100 ad 100 ad 100

2. Application

After preparation, the colorant (FM) was applied to hair strands(Kerling, Euronatural hair white). The dye was left to act for threeminutes. Subsequently, the hair strand was washed thoroughly (1 minute)with water, dried and left to rest for 24 hours.

One of the dyed strands was measured with a colorimeter from Datacolor,type Spectraflash 450.

The decolorizer was applied to one colored strand of hair at a time,massaged in for 5 minutes and then rinsed with water. The hairdecolorized in this way was allowed to dry and then colorimetricallymeasured.

The dE value used to assess color retention is derived from the L*a*b*colorimetric values measured on the respective strand part as follows:

dE=[(L _(i) −L ₀)²+(a _(i) −a ₀)²+(b _(i) −b ₀)]^(1/2)

L₀, a₀ and b₀=measured values of the undyed strandL_(i), a_(i) and b_(i)=Measured values of the dyed/decolored strandThe smaller the dE value, the smaller the color distance compared to theundyed strand and the better the decolorizing effect.

TABLE 4 Decolorizing L a b dE Performance Hair strand Euronatural 73.182.35 22.09 — — hair white, uncolored Dyeing with (FM) 41.43 47.38 4.9857.7 — Dyeing with (FM) and 38.45 49.70 14.61 58.8 bad decolorizationwith (EM-1) Dyeing with (FM) and 52.06 24.24 11.04 30.6 mediumdecolorization with (EM-2) Dyeing with (FM) and 69.41 8.50 23.01 7.1good decolorization with (EM-3) Dyeing with (FM) and 66.83 9.68 12.7810.2 good decolorization with (EM-4) Dyeing with (FM) and 74.94 2.5017.46 2.8 particularly decolorization with good (EM-5) Dyeing with (FM)and 71.04 6.33 16.46 5.1 particularly decolorization with good (EM-6)Dyeing with (FM) and 70.83 4.82 16.36 4.2 particularly decolorizationwith good (EM-7) dE = color distance to untreated hair

While at least one exemplary embodiment has been presented in theforegoing detailed description, it should be appreciated that a vastnumber of variations exist. It should also be appreciated that theexemplary embodiment or exemplary embodiments are only examples, and arenot intended to limit the scope, applicability, or configuration of thevarious embodiments in any way. Rather, the foregoing detaileddescription will provide those skilled in the art with a convenient roadmap for implementing an exemplary embodiment as contemplated herein. Itbeing understood that various changes may be made in the function andarrangement of elements described in an exemplary embodiment withoutdeparting from the scope of the various embodiments as set forth in theappended claims.

1. A process for decolorizing keratinous material which has been coloredby the application of at least one pigment, the process comprising:applying to a dyed keratin material a decolorizing agent comprising (a)at least one amphoteric and/or zwitterionic surfactant, and (b) a pHvalue of from about 1.0 to about 4.3; and, after a contact time, rinsingthe decolorizing agent from the keratin material.
 2. The process ofclaim 1, wherein the dyed keratin material to which the decolorizingagent is applied is further defined as keratin material having beencolored by application of a colorant comprising at least oneamino-functionalized silicone polymer and at least one pigment.
 3. Theprocess of claim 2, wherein the dyed keratin material is keratinmaterial having been colored by application of the colorant, thecolorant comprising at least one amino-functionalized silicone polymerhaving at least one secondary amino group.
 4. The process of claim 2,wherein the dyed keratin material is keratin material having beencolored by application of the colorant, the colorant comprising at leastone amino-functionalized silicone polymer comprising at least onestructural unit of the formula (Si-Amino):

wherein each ALK1 and ALK2 independently represents a linear or branchedC₁-C₂₀ divalent alkylene group.
 5. The process of claim 2, wherein thedyed keratin material is keratin material having been colored byapplication of the colorant, the colorant comprising at least oneamino-functionalized silicone polymer comprising structural units offormula (Si-I) and formula (Si-II):


6. The process of claim 2, wherein the dyed keratin material is keratinmaterial having been colored by application of the colorant, thecolorant comprising at least one inorganic pigment selected from thegroup of colored metal oxides, metal hydroxides, metal oxide hydrates,silicates, metal sulfides, complex metal cyanides, metal sulfates,bronze pigments and/or from colored mica- or mica-based pigments coatedwith at least one metal oxide and/or a metal oxychloride, andcombinations thereof.
 7. The process of claim 2, wherein the dyedkeratin material is keratin material having been colored by applicationof the colorant, the colorant comprising at least one organic pigmentselected from the group of carmine, quinacridone, phthalocyanine,sorghum, blue pigments having the color index numbers CI 42090, CI69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments havingthe color index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments with ColorIndex numbers CI 61565, CI 61570, CI 74260, orange pigments with ColorIndex numbers CI 11725, CI 15510, CI 45370, CI 71105, red pigments withthe Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800, CI15850, CI 15865, CI 15880, CI 17200, CI 26100, CI 45380, CI 45410, CI58000, CI 73360, CI 73915, and/or CI 75470, and combinations thereof. 8.The process of claim 1, wherein the decolorizing agent comprises atleast one zwitterionic surfactant (a) of the formula (T-1), (T-2),(T-3), and/or (T-4):

wherein R₁, R₂, R₃, and R₄ each independently represent a linear orbranched, saturated or unsaturated C₈-C₃₀ alkyl group.
 9. The process ofclaim 1, wherein the decolorizing agent comprises at least onezwitterionic surfactant (a) of the formula (T-1),

wherein R₁ represents a linear, saturated C₁₂-C₁₈ alkyl group.
 10. Theprocess of claim 1, wherein the decolorizing agent comprises the one ormore amphoteric and/or zwitterionic surfactants (a) in a total amount offrom about 1.0 to about 15.0 wt. %, based on the total weight of thedecolorizing agent.
 11. The process of claim 1, wherein the decolorizingagent has a pH (b) of from about 1.5 to about 4.2.
 12. The process ofclaim 1, wherein the decolorizing agent is applied to the dyed keratinmaterial for a contact time of from about 5 to about 60 minutes beforethe rinsing.
 13. A method for dyeing and later decolorizing human hair,comprising: applying a colorant to the hair for a time sufficient forthe colorant to act on the hair and give a dyed hair, the colorantcomprising at least one amino-functionalized silicone polymer and atleast one pigment, rinsing the colorant from the dyed hair; applying tothe dyed hair a decolorizing agent for a contact time sufficient for thedecolorizing agent to act on the dyed hair and give a decolorized hair,the decolorizing agent comprising (a) at least one amphoteric and/orzwitterionic surfactant, and (b) a pH value of from about 1.0 to about4.3; and rinsing the decolorizing agent from the decolorized hair.
 14. Amulti component packaging unit (kit-of-parts) for separately dyeing anddecolorizing keratinous material, comprising separately packaged: afirst container comprising a colorant, the colorant comprising at leastone amino-functionalized silicone polymer and at least one pigment; anda second container comprising a decolorizing agent, the decolorizingagent comprising (a) at least one amphoteric and/or zwitterionicsurfactant, and (b) a pH value of from about 1.0 to about 4.3.
 15. Themulti-component packaging unit of claim 14, wherein the colorantcomprises at least one amino-functionalized silicone polymer comprisingat least one structural unit of the formula (Si-Amino):

wherein each ALK1 and ALK2 independently represents a linear or branchedC₁-C₂₀ divalent alkylene group.
 16. The multi-component packaging unitof claim 14, wherein the at least one pigment comprises: (i) at leastone inorganic pigment selected from the group of colored metal oxides,metal hydroxides, metal oxide hydrates, silicates, metal sulfides,complex metal cyanides, metal sulfates, bronze pigments and/or fromcolored mica- or mica-based pigments coated with at least one metaloxide and/or a metal oxychloride, and combinations thereof; (ii) atleast one organic pigment selected from the group of carmine,quinacridone, phthalocyanine, sorghum, blue pigments having the colorindex numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI74160, yellow pigments having the color index numbers CI 11680, CI11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI47005, green pigments with Color Index numbers CI 61565, CI 61570, CI74260, orange pigments with Color Index numbers CI 11725, CI 15510, CI45370, CI 71105, red pigments with the Color Index numbers CI 12085, CI12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI15620, CI 15630, CI 15800, CI 15850, CI 15865, CI 15880, CI 17200, CI26100, CI 45380, CI 45410, CI 58000, CI 73360, CI 73915, and/or CI75470, and combinations thereof; or (iii) both (i) and (ii).
 17. Themulti-component packaging unit of claim 14, wherein the decolorizingagent comprises at least one zwitterionic surfactant (a) of the formula(T-1), (T-2), (T-3), and/or (T-4):

wherein R₁, R₂, R₃, and R₄ each independently represent a linear orbranched, saturated or unsaturated C₈-C₃₀ alkyl group.
 18. Themulti-component packaging unit of claim 14, wherein the decolorizingagent comprises at least one zwitterionic surfactant (a) of the formula(T-1),

wherein R₁ represents a linear, saturated C₁₂-C₁₈ alkyl group.
 19. Themulti-component packaging unit of claim 14, wherein the decolorizingagent comprises the one or more amphoteric and/or zwitterionicsurfactants (a) in a total amount of from about 1.0 to about 15.0 wt. %,based on the total weight of the decolorizing agent.
 20. Themulti-component packaging unit of claim 14, wherein the decolorizingagent has a pH (b) of from about 1.5 to about 4.2.